HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 4-(N-BOC-4-piperidyl)trans-crotonate → Tert-butyl 4-(4-ethoxy-4-oxobutyl)piperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 4-(N-BOC-4-piperidyl)trans-crotonate | HCID 10017534 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Tert-butyl 4-(4-ethoxy-4-oxobutyl)piperidine-1-carboxylate | HCID 10334920 | 92.1% |
Reaction Steps
The olefin of Example 5 (2.6 g, 8.7 mmol) in EtOAc (50 mL) at room temperature is stirred under a hydrogen atmosphere (1 atm) in the presence of 10% Pd/C (500 mg) overnight. The reaction mixture is then purged with argon, followed by filtration through a Celite pad. Concentration of the filtrate followed by flash chromatography (10% EtOAc in hexane) gave the title ester (2.4 g, 92%) as a crystalline solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06194435B1 |
| Source dataset | uspto-grants-2001_02 |
| ORD ID | ord-885c7ab98ab240a69e9c6b79ff7aba8e |
| Source note | uspto-grants-2001_02 |